HCID 59164601, compound → HCID 59164598, compound

HRID 1441683Notes

Reaction equation

HRID 1441683 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([OH:13])=[O:12])=[CH:5][C:4]=1[CH3:14])#[N:2]>O1CCCC1.CO.[Pd]>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][C:4]=1[CH3:14])#[N:2]

Participants

5

Reactant 1

HCID 59164601HCID 59164601, compound

Product 1

HCID 59164598HCID 59164598, compoundYield 99.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

5.15 g (E)-3-(4-Cyano-3-methyl-phenyl)-acrylic acid were dissolved in a mixture of 250 ml tetrahydrofuran and 125 ml methanol. 510 mg palladium on charcoal (10%) were added and the reaction mixture was stirred under a hydrogen atmosphere overnight. The catalyst was filtered off over a celite pad. The solvent was removed in vacuo to obtain 5.2 g 3-(4-Cyano-3-methyl-phenyl)-propionic acid as a white solid.

Workup

  1. filtrationThe catalyst was filtered off over a celite pad
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-0f24f830940044d8bc8a50b59ec531b0
Source dataset
uspto-grants-2010_02
Patent number
US07655679B2

Reaction notes

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